Conformational studies of peptides. The crystal structures of N‐acetyl‐L‐prolinamide and N‐acetyl‐(S)‐thiazolidine‐4‐carboxamide

E. Benedetti*, A. Christensen, C. Gilon, W. Fuller, M. Goodman

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

43 Scopus citations

Abstract

The crystal structure of N′‐acetyl‐L‐prolinamide and its isomorphous alalog N′‐acetyl‐(S)‐thiazolidine‐4‐carboxamide was determined using highly accurate parameters obtained by room‐ and low‐temperature data‐collecting systems. Both crystals are orthorhombic, space group P212121, with four molecules per unit cell held together by a hydrogen‐bond system that extends in all directions. Both molecules exhibit the following conformational features: the acetyl group is in the trans configuration in respect to the tertiary amide. The primary amide is almost at right angles with respect to the mean plane of the ring and the –NH2 group is over the ring. The pyrrolidine and thiazolidine rings were found to be rather flexible with Cβ puckering in the former and sulfur in the latter.

Original languageEnglish
Pages (from-to)2523-2534
Number of pages12
JournalBiopolymers
Volume15
Issue number12
DOIs
StatePublished - Dec 1976
Externally publishedYes

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